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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626699Generated: October 31, 2026

Triethylamine → HCID 178514512, compound

https://huagongshe.com/reaction/626699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,6-Dichloro-4-fluoroanilineHCID 2774008—
Reactant4-Azidopyridine-3-carbaldehydeHCID 86697037—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
ProductHCID 178514512HCID 17851451299.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

Titanium tetrachloride (1M, 4.0 mL, 4.15 mmol) was added to a cooled (0° C.) mixture of 4-azidopyridine-3-carbaldehyde (1.0 g, 6.75 mmol), 2,6-dichloro-4-fluorophenylamine (1.22 g, 6.75 mmol) and triethylamine (2.8 mL, 20.3 mmol) in DCM (24 mL), under nitrogen. The reaction was stirred for 30 minutes at 0° C., warmed to room temperature, stirred for an additional 2 h, and concentrated under reduced pressure. The residue was dissolved in toluene and filtered though a pad of Celite®. The filtrate was concentrated to dryness under reduced pressure to afford the title compound as a yellow solid (2.09 g, quant.). This crude material was employed in the next step without further purification or analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309240B2
Source datasetuspto-grants-2016_04
ORD IDord-95e5fc1900274ec280eaa8e0f08f5c1a
Source noteuspto-grants-2016_04